We developed a synthetic strategy for the preparation of tetrahydrofuro[2,3-c][1,2]dioxane and 2,3,8-trioxa[3,3,1]nonanes bearing polar functional groups at C3 and C4, respectively. The synthetic strategy has been applied to the synthesis of 2,3,8-trioxa[3,3,1]nonanes bearing various amides and amines at C3 useful for structure-activity relationships investigation as antiplasmodial compounds. The synthesis of 1 and the reaction conditions identified for its conversion to amides and amines could pose the basis for the use of this class of endoperoxides also in conjugation with other drugs for polypharmacology approaches.

Gemma, S., DI CERBO, L., Relitti, N., Vallone, A., Brindisi, M., Brogi, S., et al. (2018). Synthetic studies toward bicyclic endoperoxides presenting polar side chains. TETRAHEDRON LETTERS, 59(49), 4330-4333 [10.1016/j.tetlet.2018.10.059].

Synthetic studies toward bicyclic endoperoxides presenting polar side chains

GEMMA, SANDRA
;
DI CERBO, LUISA;RELITTI, NICOLA;VALLONE, ALESSANDRA;BRINDISI, MARGHERITA;Brogi, Simone;CHEMI, GIULIA;Campiani, Giuseppe
;
Butini, Stefania
2018-01-01

Abstract

We developed a synthetic strategy for the preparation of tetrahydrofuro[2,3-c][1,2]dioxane and 2,3,8-trioxa[3,3,1]nonanes bearing polar functional groups at C3 and C4, respectively. The synthetic strategy has been applied to the synthesis of 2,3,8-trioxa[3,3,1]nonanes bearing various amides and amines at C3 useful for structure-activity relationships investigation as antiplasmodial compounds. The synthesis of 1 and the reaction conditions identified for its conversion to amides and amines could pose the basis for the use of this class of endoperoxides also in conjugation with other drugs for polypharmacology approaches.
2018
Gemma, S., DI CERBO, L., Relitti, N., Vallone, A., Brindisi, M., Brogi, S., et al. (2018). Synthetic studies toward bicyclic endoperoxides presenting polar side chains. TETRAHEDRON LETTERS, 59(49), 4330-4333 [10.1016/j.tetlet.2018.10.059].
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11365/1062061